Remote Chief of Staff | Education

A company is seeking a strategic, passionate and experienced organizational leader to join their senior leadership team as Chief of Staff. If your superpowers include strategic planning, enterprise-level thinking and creating systems for collaboration for a nationwide team, the company would love to connect.

About the Chief of Staff Role:

• As the largest and most cost effective teacher recruitment pipeline in the country, the company is positioned to directly address and ameliorate the teacher shortage in this country. The company is explicitly focused on diversifying the profession, and creates programs and initiatives specifically focused on recruiting candidates of colour to be teachers. The company’s goal is to scale to all 50 states within the next ten years, and the company needs a Chief of Staff to spearhead this growth plan! Reporting directly to the Executive Director, the Chief of Staff will be responsible for supporting the company’s senior leadership team, work closely with each function lead, lead a team of three, and provide stellar systems development.
• The company’s Chief of Staff will facilitate engaging and productive functional team meetings, and cultivate positive relationships with all members of the team. They must understand how to influence others to take action, identify opportunities for meaningful collaboration, and have a keen eye for systems development. They themselves will be charged with critical follow-up and through to advance key strategic planning for the organization- leading the planning and execution of various initiatives. The Chief Of Staff should consider themselves a connector of people, ideas and systems and bring that perspective to every engagement. Finally, they must be a superb communicator, well able to take multiple inputs and perspectives and synthesize that context into relevant, actionable questions and conclusions for the team to operationalize.
• Finally, it’s essential that this Chief of Staff deeply understands and is passionate about the company’s mission. Understanding the company’s complex landscape and opportunities for growth requires sensitivity to stakeholders, commitment to the company’s growth plan and excellent judgment when making recommendations.
  
  
  

Job Responsibilities

Strategy & Planning (40% of the work)

Play a key role in contributing to the overall strategic vision for the organization, and bring expertise to bear for turning high-impact plans into measurable outcomes. They will answer what the company needs to work on and what it needs to learn in order to keep moving forward. This may include:

• Lead key strategic planning processes, specifically OKR development.
• Make prioritization decisions and communicate that out to the rest of the team.
  
  
  

Develop a 10-Year Growth Plan – chart the course and implementation plan (staffing, org structure, financials) for how the company will grow from 5 states today to serving all 50 states, becoming the universal platform and gateway into the teaching profession for future teachers nationwide.

Facilitate Senior Leadership team meetings, which requires bringing prioritized topics to the table, steering the group towards sound decision-making, and leading on the follow-up and through of key tasks, when needed (e.g., collecting data, preparing memos, etc.).

Organizational Management & Operations (30% of the work)

Codify and advance organizational learnings and knowledge:

• Determine effective systems and processes for regularly capturing key strategic insights from all corners of the organization and communicating said insights out to the broader team.
• Determine effective systems and processes for institutional knowledge collection and maintenance.
  
  
  

Lead systems improvement, including making recommendations for improving processes and practices that prioritize efficiency and cohesion during growth.

Support the Co-Executive Directors in preparing for quarterly board meetings, including agenda-building and driving key meeting action items.

People Management & Team Support (30%)

• Manage a team of 3: Deputy Chief of Staff, Director of Talent & HR, Operations Associate.
• Create and facilitate monthly All Staff meetings to ensure consistent team-wide alignment on key organizational updates as well as to build team morale and camaraderie.
• Lead bi-weekly Functional Lead meetings to ensure cohesive strategic vision and implementation across all areas of the org.
  
  
  

Qualifications

• 10-15 years of relevant professional experience required; prior experience at an education non-profit or management consulting firm highly preferred.
• 5+ years of people management experience required.
• Deep understanding and experience in of the current education landscape required; prior experience working with SEA’s and LEA’s highly preferred.
• Excellent strategic thinking and ability to solve complex strategy planning.
• Extremely effective communication skills; prior experience working across teams and functions required.
• Excellent adult facilitation skills; prior experience facilitating highly effective meetings.
• Commitment to diversity, equity, and inclusion and can work across lines of difference to achieve organizational goals.
• Ability to evaluate, improve, and create systems that improve organizational efficiency.
  
  
  

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